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Multi-boot USB recovery drive (SupportAssist, Windows Recovery, Macrium)

Is it possible to have multiple boot paritions on a USB drive?

My SupportAssist OS Recovery SSD partition is corrupt and so soley relying on it could result in a single point of failure. I already have USB drives for SA OS Recovery and Macrium, and am making a Windows Recovery drive now.

I know it is possible to multi-boot live Linux distros, but they are all ISO based, and I don’t think I can simply ISO image each USB drive, copy the .iso image files onto a single drive, and try to boot them with Grub2.

Instead, I’m thinking to start with one drive, say SupportAssist since it gets assigned two partitions when creating, and then manually adding partitions for each of the other drive(s) (say a Windows Recovery drive for now, then maybe one for Macrium if this works out).

The problem is that each USB has it’s own MBR, so I’m unsure how to merge them together. I do have a dual-boot Windows/Linux laptop that does just this with a grub bootloader, which sits besides the Windows boot loader. So grub really isn’t “above” the Windows and Linux partitions, the BIOS is, which gives the choice of which bootloader to choose. Grub however can still boot the Windows partition despite being “beside” it.

Ordering more drives is an option, but having 3 recovery drives per laptop is going to get bothersome, especially when a couple more each are needed for other things (like bitlocker startup drives, data, etc…).